Synthesis
DOI: 10.1055/s-0043-1773536
paper
Special Topic Dedicated to Prof. Paul Knochel

Photochemical Activation of Ruthenium Complexes Containing Unsymmetrical Unsaturated N-Heterocyclic Carbenes for Olefin Metathesis

Antonio Del Vecchio
a   École Nationale Supérieure de Chimie de Rennes, CNRS, ISCR UMR 6226, Univ Rennes, 35000 Rennes, France
b   Department of Chemistry and Industrial Chemistry, University of Pisa, Via Moruzzi 13, 56124 Pisa, Italy
,
Fadwa Kamal
a   École Nationale Supérieure de Chimie de Rennes, CNRS, ISCR UMR 6226, Univ Rennes, 35000 Rennes, France
,
Mathieu Rouen
c   VIPO, Kalosjegata 15, 3055 Krokstadelva, Norway
,
Marc Mauduit
a   École Nationale Supérieure de Chimie de Rennes, CNRS, ISCR UMR 6226, Univ Rennes, 35000 Rennes, France
› Author Affiliations
This work was supported by the Association Nationale de la Recherche et de la Technologie (CIFRE n° 2017/0873, grants to F.K.) and Agence Nationale de la Recherche ‘France Relance’ (fellowship to A.D.V.).


In honor of Professor Knochel’s 70th birthday

Abstract

Olefin metathesis is a fundamental transformation in organic chemist’s toolbox. Herein we report a methodological study on a set of bench stable, latent, ruthenium-indenylidene catalysts bearing two unsymmetrical unsaturated N-heterocyclic carbene (NHC) ligands. These complexes are successfully ‘activated’ and applied to ring-closing metathesis (RCM), cross-metathesis (CM), and ring-opening cross metathesis (ROCM) upon light irradiation in the presence of an organic photoactivator. The transformations could be performed at lower catalytic loading (down to 1 mol%) compared to the state-of-the-art photochemical activation methods, providing good yields in shorter reaction time

Supporting Information



Publication History

Received: 11 February 2025

Accepted after revision: 19 March 2025

Article published online:
16 April 2025

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